AU2006294600A1 - Alkoxy indolinone based protein kinase inhibitors - Google Patents
Alkoxy indolinone based protein kinase inhibitors Download PDFInfo
- Publication number
- AU2006294600A1 AU2006294600A1 AU2006294600A AU2006294600A AU2006294600A1 AU 2006294600 A1 AU2006294600 A1 AU 2006294600A1 AU 2006294600 A AU2006294600 A AU 2006294600A AU 2006294600 A AU2006294600 A AU 2006294600A AU 2006294600 A1 AU2006294600 A1 AU 2006294600A1
- Authority
- AU
- Australia
- Prior art keywords
- compound
- tautomer
- salt
- represented
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- -1 Alkoxy indolinone Chemical compound 0.000 title claims description 48
- 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title description 5
- 239000003909 protein kinase inhibitor Substances 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims description 91
- 150000003839 salts Chemical class 0.000 claims description 38
- 229940002612 prodrug Drugs 0.000 claims description 33
- 239000000651 prodrug Substances 0.000 claims description 33
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
- 102000001253 Protein Kinase Human genes 0.000 claims description 13
- 150000001408 amides Chemical class 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 13
- 108060006633 protein kinase Proteins 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 10
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 8
- 125000001072 heteroaryl group Chemical group 0.000 claims description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 7
- 108091008605 VEGF receptors Proteins 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 4
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 4
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims description 4
- 150000001735 carboxylic acids Chemical group 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000004990 dihydroxyalkyl group Chemical group 0.000 claims description 4
- 150000002170 ethers Chemical group 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 4
- 150000002576 ketones Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
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- 102000011653 Platelet-Derived Growth Factor Receptors Human genes 0.000 claims description 2
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- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000001769 aryl amino group Chemical group 0.000 claims description 2
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- 150000003456 sulfonamides Chemical class 0.000 claims description 2
- 101100244083 Arabidopsis thaliana PKL gene Proteins 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 36
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- RBHBOUYXUXWCNJ-WDZFZDKYSA-N 5-[(z)-(5-fluoro-2-oxo-1h-indol-3-ylidene)methyl]-2,4-dimethyl-1h-pyrrole-3-carboxylic acid Chemical compound OC(=O)C1=C(C)NC(\C=C/2C3=CC(F)=CC=C3NC\2=O)=C1C RBHBOUYXUXWCNJ-WDZFZDKYSA-N 0.000 description 2
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- GEDRSNCJXPPNFI-WCCKRBBISA-N methyl (2s)-4-amino-2-hydroxybutanoate;hydrochloride Chemical compound Cl.COC(=O)[C@@H](O)CCN GEDRSNCJXPPNFI-WCCKRBBISA-N 0.000 description 1
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- SPVIIPXHQXUWRM-YVLHZVERSA-N n-[4-(dimethylamino)-2-methoxy-4-oxobutyl]-5-[(z)-(5-fluoro-2-oxo-1h-indol-3-ylidene)methyl]-2,4-dimethyl-1h-pyrrole-3-carboxamide Chemical compound CN(C)C(=O)CC(OC)CNC(=O)C1=C(C)NC(\C=C/2C3=CC(F)=CC=C3NC\2=O)=C1C SPVIIPXHQXUWRM-YVLHZVERSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US71947405P | 2005-09-22 | 2005-09-22 | |
| US60/719,474 | 2005-09-22 | ||
| PCT/US2006/036946 WO2007038251A1 (en) | 2005-09-22 | 2006-09-21 | Alkoxy indolinone based protein kinase inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2006294600A1 true AU2006294600A1 (en) | 2007-04-05 |
Family
ID=37900093
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2006294600A Abandoned AU2006294600A1 (en) | 2005-09-22 | 2006-09-21 | Alkoxy indolinone based protein kinase inhibitors |
Country Status (10)
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2621809A1 (en) * | 2005-09-22 | 2007-04-05 | The Scripps Research Institute | Alkoxy indolinone based protein kinase inhibitors |
| US7928136B2 (en) * | 2006-09-11 | 2011-04-19 | Curis, Inc. | Substituted 2-indolinone as PTK inhibitors containing a zinc binding moiety |
| CA2662902C (en) | 2006-09-15 | 2015-11-24 | Xcovery, Inc. | Kinase inhibitor compounds |
| CN104394868A (zh) | 2012-04-20 | 2015-03-04 | 安基生技制药股份有限公司 | 嘌呤类似物的环丙烷羧酸酯 |
| RS58384B1 (sr) | 2014-03-07 | 2019-04-30 | Hoffmann La Roche | Novi 6-fuzionisani heteroarildihidropirimidini za lečenje i profilaksu infekcije virusom hepatitisa b |
| PL3270915T3 (pl) | 2015-03-16 | 2020-08-24 | F. Hoffmann-La Roche Ag | Leczenie skojarzone z zastosowaniem agonisty tlr7 i inhibitora składania kapsydu hbv |
| MX388408B (es) | 2016-09-13 | 2025-03-19 | Hoffmann La Roche | Tratamiento combinado con un agonista de tlr7 y un inhibidor de montaje de capsida de hbv |
| CN110016052B (zh) * | 2018-01-08 | 2021-09-28 | 四川海思科制药有限公司 | N-去乙基舒尼替尼的磷酰胺衍生物及其制备方法 |
| AU2020249331A1 (en) | 2019-03-25 | 2021-09-23 | F. Hoffmann-La Roche Ag | Solid forms of a compound of HBV core protein allosteric modifier |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US72934A (en) * | 1867-12-31 | Improvement in marking-gauge fob sswim-mgohines | ||
| AR042586A1 (es) * | 2001-02-15 | 2005-06-29 | Sugen Inc | 3-(4-amidopirrol-2-ilmetiliden)-2-indolinona como inhibidores de la protein quinasa; sus composiciones farmaceuticas; un metodo para la modulacion de la actividad catalitica de la proteinquinasa; un metodo para tratar o prevenir una afeccion relacionada con la proteinquinasa |
| TWI259081B (en) * | 2001-10-26 | 2006-08-01 | Sugen Inc | Treatment of acute myeloid leukemia with indolinone compounds |
| AU2004294981A1 (en) * | 2003-11-26 | 2005-06-16 | The Scripps Research Institute | Advanced indolinone based protein kinase inhibitors |
| CA2621809A1 (en) * | 2005-09-22 | 2007-04-05 | The Scripps Research Institute | Alkoxy indolinone based protein kinase inhibitors |
-
2006
- 2006-09-21 CA CA002621809A patent/CA2621809A1/en not_active Abandoned
- 2006-09-21 US US11/991,971 patent/US20090305382A1/en not_active Abandoned
- 2006-09-21 RU RU2008110083/04A patent/RU2008110083A/ru not_active Application Discontinuation
- 2006-09-21 US US11/525,291 patent/US7629339B2/en not_active Expired - Fee Related
- 2006-09-21 JP JP2008532411A patent/JP2009508971A/ja not_active Withdrawn
- 2006-09-21 WO PCT/US2006/036946 patent/WO2007038251A1/en active Application Filing
- 2006-09-21 KR KR1020087008492A patent/KR20080046701A/ko not_active Withdrawn
- 2006-09-21 BR BRPI0616378-5A patent/BRPI0616378A2/pt not_active IP Right Cessation
- 2006-09-21 CN CNA2006800352235A patent/CN101282965A/zh active Pending
- 2006-09-21 EP EP06815164A patent/EP1926725A4/en not_active Withdrawn
- 2006-09-21 AU AU2006294600A patent/AU2006294600A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| RU2008110083A (ru) | 2009-10-27 |
| CN101282965A (zh) | 2008-10-08 |
| US20090305382A1 (en) | 2009-12-10 |
| BRPI0616378A2 (pt) | 2011-06-21 |
| US20070072934A1 (en) | 2007-03-29 |
| US7629339B2 (en) | 2009-12-08 |
| EP1926725A4 (en) | 2010-10-06 |
| JP2009508971A (ja) | 2009-03-05 |
| EP1926725A1 (en) | 2008-06-04 |
| WO2007038251A1 (en) | 2007-04-05 |
| KR20080046701A (ko) | 2008-05-27 |
| CA2621809A1 (en) | 2007-04-05 |
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Legal Events
| Date | Code | Title | Description |
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| MK1 | Application lapsed section 142(2)(a) - no request for examination in relevant period |